Technology Strategy Director

Freddie MacMcLean, VA
2d$209,000 - $313,000

About The Position

At Freddie Mac, our mission of Making Home Possible is what motivates us, and it’s at the core of everything we do. Since our charter in 1970, we have made home possible for more than 90 million families across the country. Join an organization where your work contributes to a greater purpose. Position Overview Are you energized by shaping technology strategy and guiding leaders through complex, high‑impact decisions? Do you bring strong business acumen, strategic thinking, and experience evaluating modern technology services to drive measurable enterprise value? Freddie Mac invites you to join our organization as a Technology Strategy Director . In this role, you will enable informed, value-driven decisions about technology services and investments across Finance. You will partner with business and technology leaders to frame decisions, assess options, quantify benefits and costs, evaluate risk, and align investment choices to enterprise strategy. You will operate in a highly complex, regulated environment and regularly engage executive leadership. You will influence strategic planning and lead cross-functional efforts to help ensure technology initiatives deliver business outcomes—while meeting governance, risk, budget, and schedule expectations. Success in this role requires strong strategic judgment, executive-level communication skills, and demonstrated experience directing complex, multi-stakeholder initiatives. Direct exposure to executive stakeholders and high-visibility decisions that shape Finance’s technology direction Opportunity to influence investment strategy across a large, mission-driven enterprise with meaningful impact Collaborative, cross-functional work partnering with Finance, Technology, and Risk to deliver outcomes What You’ll Get Our Impact Our team serves as a strategic advisory function, enabling deliberate, fact‑based decisions that balance value, risk, and long‑term sustainability while helping ensure investments align with corporate and finance objectives, operational needs, and risk management expectations. Your Impact Your work will span three primary focus areas: Guide leaders through structured, value-driven decision processes related to technology services Develop and compare strategic options, business cases, and investment scenarios Evaluate risks, trade-offs, and downstream impacts of technology choices Translate complex technical considerations into clear, business-relevant insights and recommendations Program, Portfolio & Financial Governance Define and apply evaluation criteria for initiatives, programs, and investments Facilitate portfolio prioritization and trade‑off decisions to optimize sequencing, capacity, and value realization Partner with teams to align funding, schedules, and resource plans to approved roadmaps and commitments Provide executive-level reporting on outcomes, risks, dependencies, and value delivery Executive Communication & Influence Communicate clearly, concisely, and persuasively in written and verbal formats Regularly engage with executives and key stakeholders to influence decisions and drive alignment Build trusted advisor relationships across business and technology organizations

Requirements

  • Bachelor’s degree (or equivalent practical experience); advanced degree a plus
  • Significant experience (typically 12+ years) in technology strategy, enterprise planning, consulting, or a related role, including leadership of cross-functional teams
  • Strong business acumen with demonstrated ability to evaluate technology options in a business context
  • Proven experience guiding strategic decision-making at the executive level
  • Ability to analyze complex issues requiring deep knowledge of organizational dynamics
  • Demonstrated ability to manage budgets, schedules, and large-scale initiatives
  • Strong interpersonal, influencing, and leadership skills
  • Ability to operate effectively in highly complex and ambiguous environments
  • Strong analytical and critical-thinking skills
  • Executive presence with the ability to influence outcomes without direct authority
  • Comfort translating between business strategy and technology considerations
  • Self-directed, with the ability to manage competing priorities at an enterprise level
  • Long-term, value-oriented mindset with attention to risk and governance

Nice To Haves

  • Experience with AI, cloud technologies, and/or modern technology services

Responsibilities

  • Guide leaders through structured, value-driven decision processes related to technology services
  • Develop and compare strategic options, business cases, and investment scenarios
  • Evaluate risks, trade-offs, and downstream impacts of technology choices
  • Translate complex technical considerations into clear, business-relevant insights and recommendations
  • Define and apply evaluation criteria for initiatives, programs, and investments
  • Facilitate portfolio prioritization and trade‑off decisions to optimize sequencing, capacity, and value realization
  • Partner with teams to align funding, schedules, and resource plans to approved roadmaps and commitments
  • Provide executive-level reporting on outcomes, risks, dependencies, and value delivery
  • Communicate clearly, concisely, and persuasively in written and verbal formats
  • Regularly engage with executives and key stakeholders to influence decisions and drive alignment
  • Build trusted advisor relationships across business and technology organizations
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